Woman of the Week: Ann Kaplan

“I wish I had thought bigger,” she said. “Once I looked back and saw how big we had become, I thought ‘why didn’t I envision that when I was thinking of building the business?'”

Kaplan is president and CEO of iFinance Canada inc., a money-lending company that offers loans for elective surgeries, veterinary services, dental, and home improvement financing — items that would otherwise be difficult to get a loan from the bank. She built the corporation from nothing, relishing in the chance to pitch her ideas and grow.

Kaplan originally went to school for interior design, but once she opened up her own store, dealt with her own clients, and got a taste for the back room dealings of business, she was hooked. She now has an MBA in finance, a Masters of Science in Business, a Corporate Governance designation (ICD.d) and is completing her PhD thesis, which involves creating an algorithm that would determine whether a consumer would default on a loan.

All of her hard work has resulted in an influx of awards, the most recent being the PROFIT Award for Excellence in Entrepreneurship as part of the 23rd annual RBC Canadian Women Entrepreneur Awards. She said she cried when she found out she had won. “I was taken aback. I knew I was a finalist, but there were very qualified candidates.”

Kaplan was also recognized in 2000, a few years after the creation of Medicard Finance Inc., her first enterprise which is now under the iFinance umbrella, as Canadian Women Entrepreneur of the Year, Start-Up. In 2001, she won the Peak Award of Excellence in Finance. Kaplan has been on the Canada’s Profit Top 100 Companies nine times and has held a place on the Canadian W100 list eight times. She was inducted in the WXN Hall of Fame in 2014 after being named as one of Canada’s top three Female Business Leaders and as Canada’s Top 100 Most Powerful Women. If that isn’t enough, she has also written four books — and these are only some of her notable achievements.

Despite her success, Kaplan remains humble and modest, speaking with a dry sense of humour — “verbal volleyball” she calls it, a skill that makes her popular with bankers and businessmen. Her time is split between work and her large family of eight kids, which means the word ‘relax’ isn’t in her vocabulary. Kaplan gets her hair done three to four times a week, and schedules in time for manicures and pedicures, but even then she has her laptop on hand. “No time is wasted,” she says.

What’s unique about Kaplan is that after nearly 20 years building iFinance, she still sees the opportunity for growth and education. But, what else made her start-up a success? Kaplan spoke with Women’s Post over the phone to go through a few tips on pitching to investors or lenders. According to Kaplan, the first, and most important aspect of a pitch, is to have an idea. This idea must help solve a problem. “That’s what a good business model is. Whether that is an App or providing instant financing that’s unsecured.”

Kaplan explains that the internet is inundated with everything. An idea must stand out and it must be able to provide a service that solves a specific problem. This means that people will actually be motivated to use the product or service you are pitching.

The next step is preparedness — be prepared to demonstrate your market, competition, and uniqueness. Understanding how your business is going to grow and what investors are going to get in return is crucial to landing a pitch. “There are great things like crowd-funding, but even in that you need to be prepared and be able to display the vision.”

In addition to knowing the worth of your business endeavour and of the company you are pitching to, it’s also important to also understand your own worth. Don’t undersell.

Finally, it’s all about communication and confidence. If you are able to explain in a concise manner how investing in your idea will be mutually beneficial, how the idea will be a success, and how you plan on making it into a larger, bigger entity, there is no reason why the pitch shouldn’t be considered.

For Kaplan, the independence that comes from creating a business from scratch is empowering. “The first time someone besides your mother buys something — it’s exciting!” That’s why it’s so important to continue to grow and think of new ideas, expand, and adapt to the new technology available. Kaplan is in the middle of a new and exciting enterprise called Brix Exchange, a Canadian crowd-funding portal for real estate and technology start-ups. It will be the first regulated portal of its kind in Canada.

The biggest piece of advice Kaplan can give, besides thinking big, is to follow your dreams. You can have everything if you are organized.

“Young women … they come to talk about handling their boyfriend who are concerned they are not spending enough time with them. It sounds like I’m generalizing, but it’s very common,” she said. “Family will come, but you should set yourself for your future.”

Katherine DeClerq is a contributor to Women's Post. Her previous writing experience includes the Toronto Star, Maclean's Magazine, CTVNews, and BlogTO. She can often be found at a coffee shop with her MacBook computer. Despite what CP says, she is a fan of the Oxford comma.

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